(S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-{(R)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-{(R)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1-carboxylic acid benzyl ester
• CAS No.: 160885-45-0
• Molecular Formula: C₄₃H₅₆N₄O₉Si
• Molecular Weight: 801.025
• Mol file: 160885-45-0.mol

Synonyms:(S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-{(R)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1-carboxylic acid benzyl ester

Chemical Property of (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-{(R)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-{(R)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1-carboxylic acid benzyl ester

There total 6 articles about (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-{(R)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1-carboxylic acid benzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

methyl O-[tert-butyl(dimethyl)silyl]-D-threoninate (119599-96-1) + (S)-2-{(R)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester (160885-44-9) → (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-{(R)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1-carboxylic acid benzyl ester (160885-45-0)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; copper dichloride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/S0040-4039(00)78375-4

Reference yield:

Fmoc-D-MeAla-Cl (144073-16-5) → (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-{(R)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1-carboxylic acid benzyl ester (160885-45-0)

Guidance literature:

Multi-step reaction with 3 steps

1: AgCN / toluene / 1 h / 70 °C

2: 97 percent / TFA, PhOH / CH₂Cl₂ / Ambient temperature

3: 85 percent / DCC, HOBT, CuCl₂ / tetrahydrofuran / 0 °C

With silver cyanide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; copper dichloride; phenol; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/S0040-4039(00)78375-4

Reference yield:

(2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl](methyl)amino}propanoic acid → (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-{(R)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1-carboxylic acid benzyl ester (160885-45-0)

Guidance literature:

Multi-step reaction with 4 steps

1: (COCl)2 / CH₂Cl₂ / 2 h / 25 °C

2: AgCN / toluene / 1 h / 70 °C

3: 97 percent / TFA, PhOH / CH₂Cl₂ / Ambient temperature

4: 85 percent / DCC, HOBT, CuCl₂ / tetrahydrofuran / 0 °C

With silver cyanide; oxalyl dichloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; copper dichloride; phenol; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/S0040-4039(00)78375-4

upstream raw materials:

methyl O-[tert-butyl(dimethyl)silyl]-D-threoninate

(S)-2-{(R)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester

Fmoc-D-MeAla-Cl

(S)-Tetrahydro-pyridazine-1,3-dicarboxylic acid 3-benzhydryl ester 1-benzyl ester

Downstream raw materials:

C₅₁H₇₁N₇O₁₂Si

C₆₆H₈₁N₇O₁₄Si

(S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-((R)-2-methylamino-propionyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester